Hydrochloric Acid → Ethyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethylamino-benzimidazole-7-carboxylate

HRID 860926ノート

反応式

HRID 860926 の反応式
CI.[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[CH:16]=[CH:15][C:14]([CH2:17][NH:18][C:19]2[C:29]([NH:30][C:31]([NH:33][CH2:34][CH3:35])=S)=[CH:28][CH:27]=[CH:26][C:20]=2[C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:13][CH:12]=1)#[N:4].Cl>C(O)C>[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[CH:16]=[CH:15][C:14]([CH2:17][N:18]2[C:19]3[C:20]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:26][CH:27]=[CH:28][C:29]=3[N:30]=[C:31]2[NH:33][CH2:34][CH3:35])=[CH:13][CH:12]=1)#[N:4]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 53943039Ethyl 2-[[(2'-cyanobiphenyl-4-yl)methyl]amino]-3-(ethylthioureido)benzoate

生成物 1

HCID 22596759Ethyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethylamino-benzimidazole-7-carboxylate収率 58%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Methyl iodide (4.5 g) was added to a solution of ethyl 2-[[(2′-cyanobiphenyl-4-yl)methyl]amino]-3-(ethylthioureido)benzoate (1.8 g) in ethanol (50 ml), and the mixture was heated under reflux for 12 hours. To the reaction mixture was added 1N-HCl (60 ml) and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was concentrated to dryness and the concentrate was dissolved in ethyl acetate. The solution was washed with an aqueous solution of sodium hydrogen carbonate and water and dried. The solvent was evaporated to dryness and the residue was purified by column chromatography on silica gel to afford yellow syrup (0.96 g, 58%).

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 12 hours
  3. concentrationThe reaction mixture was concentrated to dryness
  4. dissolutionthe concentrate was dissolved in ethyl acetate
  5. washThe solution was washed with an aqueous solution of sodium hydrogen carbonate and water
  6. customdried
  7. customThe solvent was evaporated to dryness
  8. customthe residue was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-ccfded5490644d02aa0f38bb8c6b7d84
出典データセット
uspto-grants-2006_12
特許番号
US07153972B2

反応ノート

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